Cinnamyl isovalerate - Compound Card

Cinnamyl isovalerate

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Cinnamyl isovalerate

Structure
Zoomed Structure
  • Family: Plantae - Cupressaceae
  • Kingdom: Plantae
  • Class: Cinnamoyl Derivative
Canonical Smiles CC(CC(=O)OC/C=C/c1ccccc1)C
InChI InChI=1S/C14H18O2/c1-12(2)11-14(15)16-10-6-9-13-7-4-3-5-8-13/h3-9,12H,10-11H2,1-2H3/b9-6+
InChIKey FOCMOGKCPPTERB-RMKNXTFCSA-N
Formula C14H18O2
HBA 2
HBD 0
MW 218.3
Rotatable Bonds 5
TPSA 26.3
LogP 3.29
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 16
Formal Charge 0
Fraction CSP3 0.36
Exact Mass 218.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Juniperus species Cupressaceae Plantae 13100

Showing of synonyms

  • Barrero AF, Quılez del Moral JF, et al. (2004). Oxygenated diterpenes and other constituents from Moroccan Juniperus phoenicea and Juniperus thurifera var. africana. Phytochemistry,2004,65,2507-2515. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 218.3 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.4
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.0
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.52

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.73
Plasma Protein Binding
49.92
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.42
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.49
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.9
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.93
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
3.9
Rat (Acute)
1.69
Rat (Chronic Oral)
2.07
Fathead Minnow
4.44
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
290.52
Hydration Free Energy
-4.58
Log(D) at pH=7.4
4.11
Log(P)
4.03
Log S
-4.21
Log(Vapor Pressure)
-2.78
Melting Point
16.43
pKa Acid
12.74
pKa Basic
4.2
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cytochrome P450 S6BVH1 S6BVH1_RHOER Rhodococcus erythropolis 3 0.9718
Cytochrome P450 S6BVH1 S6BVH1_RHOER Rhodococcus erythropolis 3 0.9718
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.9446
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.9446
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.9057
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.9057
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 2 0.8499
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 2 0.8499
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.8478
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.8478
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.8276
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.8276
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8234
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8234
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8070
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8070
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.8053
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.8053
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.8023
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.8023
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7980
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7980
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7964
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7964
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 3 0.7952
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 3 0.7952
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7920
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7920
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7885
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7885
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7841
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7841
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7827
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7827
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7782
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7782
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7737
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7737
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7728
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7728
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7720
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7720
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 2 0.7718
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 2 0.7718
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7683
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7683
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7628
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7628
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7602
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7602
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 2 0.7587
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 2 0.7587
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7580
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7580
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 2 0.7577
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 2 0.7577
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7565
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7565
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7540
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7540
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7521
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7521
Chitinase Q54276 Q54276_SERMA Serratia marcescens 2 0.7520
Chitinase Q54276 Q54276_SERMA Serratia marcescens 2 0.7520
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7505
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7505
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7465
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7465
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7447
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7447
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7426
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7426
Plasma membrane ATPase Q42932 Q42932_NICPL Nicotiana plumbaginifolia 2 0.7423
Plasma membrane ATPase Q42932 Q42932_NICPL Nicotiana plumbaginifolia 2 0.7423
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7422
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7422
Cholesterol 24-hydroxylase Q9Y6A2 CP46A_HUMAN Homo sapiens 2 0.7404
Cholesterol 24-hydroxylase Q9Y6A2 CP46A_HUMAN Homo sapiens 2 0.7404
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7355
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7355
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7335
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7335
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7326
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7326
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7310
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7310
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7301
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7301
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7300
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7300
Disintegrin and metalloproteinase domain-containing protein 17 P78536 ADA17_HUMAN Homo sapiens 2 0.7295
Disintegrin and metalloproteinase domain-containing protein 17 P78536 ADA17_HUMAN Homo sapiens 2 0.7295
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7276
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7276
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7267
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7267
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7257
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7257
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7256
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7256
Single-stranded-DNA-specific exonuclease RecJ D0EM60 D0EM60_DEIRD Deinococcus radiodurans 2 0.7252
Single-stranded-DNA-specific exonuclease RecJ D0EM60 D0EM60_DEIRD Deinococcus radiodurans 2 0.7252
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7235
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7235
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7229
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7229
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 2 0.7224
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 2 0.7224
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 2 0.7221
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 2 0.7221
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7215
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7215
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7207
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7207
Alanine racemase Q180W0 Q180W0_CLOD6 Clostridioides difficile 2 0.7204
Alanine racemase Q180W0 Q180W0_CLOD6 Clostridioides difficile 2 0.7204
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7191
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7191
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7190
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7190
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7172
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7172
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 2 0.7164
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 2 0.7164
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 2 0.7156
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 2 0.7156
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7137
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7137
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 2 0.7130
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 2 0.7130
Dipeptidyl peptidase 4 P14740 DPP4_RAT Rattus norvegicus 2 0.7123
Dipeptidyl peptidase 4 P14740 DPP4_RAT Rattus norvegicus 2 0.7123
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7122
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7122
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7112
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7112
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7112
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7112
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7110
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7110
Diamine acetyltransferase 1 P21673 SAT1_HUMAN Homo sapiens 2 0.7108
Diamine acetyltransferase 1 P21673 SAT1_HUMAN Homo sapiens 2 0.7108
Hexokinase-4 P35557 HXK4_HUMAN Homo sapiens 2 0.7105
Hexokinase-4 P35557 HXK4_HUMAN Homo sapiens 2 0.7105
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 2 0.7085
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 2 0.7085
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7085
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7085
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7082
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7082
Histone deacetylase-like amidohydrolase Q70I53 HDAH_ALCSD Alcaligenes sp.) 2 0.7074
Histone deacetylase-like amidohydrolase Q70I53 HDAH_ALCSD Alcaligenes sp.) 2 0.7074
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 2 0.7052
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 2 0.7052
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7047
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7047
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7044
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7044
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7038
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7038
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 2 0.7033
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7033
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 2 0.7033
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7033
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7032
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7032
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7027
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7027
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7019
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7019
Nucleoside diphosphate kinase Q5UQL3 NDK_MIMIV Acanthamoeba polyphaga mimivirus 2 0.7016
Nucleoside diphosphate kinase Q5UQL3 NDK_MIMIV Acanthamoeba polyphaga mimivirus 2 0.7016
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7007
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7007

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